Shelter Island Vacations
Book a Hotel + Flight or Car together to unlock savings
Where to stay in Shelter Island
Menantic Creek
If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Sunset Beach and Crescent Beach.
Find the Best Shelter Island Vacation Packages
Shelter Island Beach Vacation
There's nothing like a Shelter Island vacation to give you a little extra bounce in your step. The sound of rolling surf and the smell of clean ocean air are sure to refresh your mind, body and soul. To be close to the town center on your trip to Shelter Island, find a hotel around Wades Beach (2 kilometers away). If you're planning to stay for a bit, look into our Shelter Island packages. Not only can you save some cash, you'll also have other amazing beaches near you to explore, like Shell Beach and Menhadden Lane Beach.
Shelter Island Hotel Deals
Gurney's Montauk Resort & Seawater Spa
"Almost everything was wonderful but @10:38 guy knock our door ,my husband open gurneys employee he’s telling my husband speak no English ? Is how resort employee cnt speak English n why he’s knocking our door checkout till 11:30 .Pls train employees not to knock for no reason it was scary ."
Reviewed on Jun 2, 2026
Montauk Manor
"all beautiful"
Reviewed on Jun 2, 2026
The Atlantic Hotel
"Hotel is fine if you are just there for a night, maybe two, but the room, especially the carpet, need some major updates."
Reviewed on Jun 4, 2026
Discover the most popular places to visit in Shelter Island
Havens House
You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.